Winchendon Vacations

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Winchendon Vacation

Our vacation packages to Winchendon offer endless opportunities to immerse yourself in new sights, sounds and activities. And with all your travel plans worked out, you can breathe easy and enjoy your city getaway in the way that you deserve. Lake Dennison State Recreation Area is just one of the famous attractions to check off your to-do list during a trip to Winchendon. Whatever your travel plans or budget, putting together the ultimate tailored Winchendon vacation is a piece of cake with Expedia.

Winchendon Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
4,200
Top Sights
Doanes Falls, Royalston Falls and Dunn State Park

Winchendon Hotel Deals

Enjoy your stay in an antique home in an antique toy museum!
Enjoy your stay in an antique home in an antique toy museum!
Winchendon
The price is $395 per night from Jun 8 to Jun 9
$395
$522 total
includes taxes & fees
Jun 8 - Jun 9
9.2/10 Wonderful! (7 reviews)
"A unique enjoyable experience"

Reviewed on Feb 19, 2024

Enjoy your stay in an antique home in an antique toy museum!
Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
The price is $179 per night from Jun 6 to Jun 7
$179
$235 total
includes taxes & fees
Jun 6 - Jun 7
8.6/10 Excellent! (701 reviews)
Great water park but bad service
"We had a wonderful time with our family. The only bad experience we had was when calling front end for service . They dont answer the phones for nothing ! I had to physical go down to the check in desk ask for extra pillow and blanket because my kids were cold. The lady at the front desk said someone ..."

Reviewed on May 31, 2024

Great Wolf Lodge Boston / Fitchburg, MA
Motel 6 Leominster, MA
Motel 6 Leominster, MA
2 out of 5
48 Commercial Rd, Leominster, MA
Fully refundable
The price is $97 per night from Jun 16 to Jun 17
$97
$111 total
includes taxes & fees
Jun 16 - Jun 17
7.4/10 Good! (1,009 reviews)
"The staff member tjat checked us in was amazing"

Reviewed on Jun 2, 2024

Motel 6 Leominster, MA
See all 181 properties in Winchendon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Winchendon vacation package cost?
The cheapest Winchendon vacation package is , so your dream trip can become a reality — without spending an arm and a leg. Combine flights, hotels, car rentals and more to create a package that matches your travel style.
How do I get a cheap travel package to Winchendon?
Imagine all the amazing things you could do in Winchendon with extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and other bookings into a Winchendon vacation package. You have plenty of choice when you book with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 properties globally. Whether you’re taking a vacation with the family or adventuring alone, exploring Winchendon is better with a package.
Where should I stay in Winchendon?
A trip to Winchendon isn’t complete without checking out Lake Dennison State Recreation Area, Wetmore Trailhead and The Winchendon School. Stay close to these top attractions and make sightseeing a breeze.
How far in advance should I book my Winchendon vacation?
Your best bet is to book early. Air carriers typically release flights nearly 12 months ahead of departure, and this is a great opportunity to land some of the cheapest prices. Boss just told you to take all your vacation days next month? No sweat. Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Winchendon travel package include?
You can choose from a combination of rental cars, hotels and flights. Once you’ve made your booking, you can add some activities and experiences. Want to pick your fare class? That’s easily done too. The choice is yours when it comes to creating your perfect Winchendon trip.
What should I know before booking a Winchendon travel package?
Whether it’s adventure or relaxation you’re seeking, a Winchendon vacation package lets you plan your escape your way. Plus, you’ll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Winchendon Expedia vacation package?
With a vacation package, you’re the boss. Whether you want to fly to Winchendon in business or coach, simply choose from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Winchendon vacation package?
Don’t worry if you’re rethinking your Winchendon vacation package — you can cancel or change your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally get that your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Winchendon

Image for Lake Dennison State Recreation Area

Lake Dennison State Recreation Area

Explore the great outdoors at Lake Dennison State Recreation Area, a lovely green space in Winchendon. Discover the area's waterfalls and mountain views.

Lake Dennison State Recreation Area
Image for The Winchendon School

The Winchendon School

Explore the campus of The Winchendon School as part of your travels around Winchendon. While you're in the area, wander around the parks.

The Winchendon School
Image for Wetmore Trailhead

Wetmore Trailhead

You can take time to visit Wetmore Trailhead during your travels to Winchendon. While you're in the area, wander around the parks.

Wetmore Trailhead

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.